| 17 Jun 2018 | First Round | Old Tonbridgians v Repton Pilgrims | Tonbridge School Ground, Tonbridge | Results |
| 17 Jun 2018 | First Round | Old Cheltonians v Sherborne Pilgrims | College Ground, Cheltenham | Results |
| 17 Jun 2018 | First Round | Haileybury Hermits v Old Cranleighans | Haileybury College Ground, Hertford | Results |
| 17 Jun 2018 | First Round | Old Brightonians v Eton Ramblers | Spen Cama Memorial Ground, Fulking | Results |
| 17 Jun 2018 | First Round | Old Hurst Johnians v Rugby Meteors | Hurstpierpoint College Ground, Hurstpierpoint | Results |
| 17 Jun 2018 | First Round | Old Wellingtonians v Old Amplefordians | Wellington College, Crowthorne | Results |
| 17 Jun 2018 | First Round | Radley Rangers v Charterhouse Friars | Radley College Bigside Ground, Abingdon | Results |
| 17 Jun 2018 | First Round | Old Bedfordians v Marlborough Blues | Bedford School Ground, Bedford | Results |
| 17 Jun 2018 | First Round | Old Malvernians v Old Alleynians | Malvern College Ground, Malvern | Results |
| 17 Jun 2018 | First Round | Old Merchant Taylors v Harrow Wanderers | Merchant Taylors' School Ground, Northwood | Results |
| 17 Jun 2018 | First Round | Old Wykehamists v Bradfield Waifs | Ridding Field, Winchester | Results |
| 17 Jun 2018 | First Round | Old Eastbournians v Oundle Rovers | Eastbourne College Ground, Eastbourne | Results |
| 17 Jun 2018 | First Round | Old Cholmeleians v Uppingham Rovers | Highgate School Ground, Highgate | Results |
| 17 Jun 2018 | First Round | Old Cliftonians v Shrewsbury Saracens | Clifton College Close Ground, Clifton | Results |
| 17 Jun 2018 | First Round | St Edward's Martyrs v Downside Wanderers | St Edward's School Ground, Oxford | Results |
| 17 Jun 2018 | First Round | Stowe Templars v Felsted Robins | Stowe School Ground, Stowe | Results |
| 01 Jul 2018 | Second Round | Sherborne Pilgrims v Old Cranleighans | Sherborne School, Sherborne | Results |
| 01 Jul 2018 | Second Round | Eton Ramblers v Old Tonbridgians | Upper Club, Eton College | Results |
| 01 Jul 2018 | Second Round | Rugby Meteors v Old Wellingtonians | Rugby School Ground, Rugby | Results |
| 01 Jul 2018 | Second Round | Radley Rangers v Old Bedfordians | Radley College Bigside Ground, Abingdon | Results |
| 01 Jul 2018 | Second Round | Old Malvernians v Harrow Wanderers | Malvern College Ground, Malvern | Results |
| 01 Jul 2018 | Second Round | Bradfield Waifs v Oundle Rovers | Bradfield College, Reading | Results |
| 01 Jul 2018 | Second Round | Uppingham Rovers v Shrewsbury Saracens | Upper Field, Uppingham School | Results |
| 01 Jul 2018 | Second Round | St Edward's Martyrs v Felsted Robins | St Edward's School Ground, Oxford | Results |
| 15 Jul 2018 | Quarter-Final | Old Cranleighans v Eton Ramblers | Jubilee, Cranleigh School | Results |
| 15 Jul 2018 | Quarter-Final | Old Wellingtonians v Old Bedfordians | Wellington College, Crowthorne | Results |
| 15 Jul 2018 | Quarter-Final | Old Malvernians v Oundle Rovers | Malvern College Ground, Malvern | Results |
| 15 Jul 2018 | Quarter-Final | Uppingham Rovers v St Edward's Martyrs | Upper Field, Uppingham School | Results |
| 05 Aug 2018 | Semi-Final | Old Bedfordians v Old Cranleighans | Bedford School Ground, Bedford | Results |
| 05 Aug 2018 | Semi-Final | Uppingham Rovers v Old Malvernians | Upper Field, Uppingham School | Results |
| 12 Aug 2018 | Final | Old Cranleighans v Old Malvernians | Arundel Castle Cricket Club Ground, Arundel | Results |
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